Holiday rentals in Harbor Island

Santorini-Inspired Cottage w/ Hot Tub + Views

*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina.  With spectacular views, step onto the balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

Private Hideaway, Shelter Island, Beach & Bay

Spotless studio apartment with all amenities. Relax on the private patio enjoying a panoramic view of Downtown and San Diego Bay, or get cozy in a love-seat by the outdoor Chiminea. The unit has a full kitchen and an outdoor BBQ. Private parking right out front. Quiet neighborhood, but close to Downtown, Beaches, SeaWorld and the World Famous San Diego Zoo. Walk to local restaurants, bars, Eppig brewery, bay side trails, grocery store, & sports fishing. No dogs due to host health issues.

Modern style studio in Point Loma, OB

Modern style studio room in a quiet, large, traditional home with pool and jacuzzi(hot tub) located in Point Loma Heights. We are walking distance from a couple of restaurants, cafes, bars, convenient/grocery stores, yoga studio, parks, and libraries. Also, it's a very short trip to beaches (ocean beach, sunset cliff, mission bay and pacific beach), sea world, liberty station, sports arena, old town, little Italy, downtown and airport. I-8 and I-5 allow easy access to anywhere in San diego.

Bright Studio in Ocean Beach | Short Walk to Beach

Enjoy this newly remodeled stylish studio in the heart of Ocean Beach. Light and bright with a refreshing ocean breeze from its large central window. It’s just over a half a mile to Dog Beach and a quick ride to Sunset Cliffs, with some of the best surfing and beaches in San Diego. This studio has its own private entrance, full bathroom with shower, and kitchenette. In addition, the studio includes a standing desk with a large second monitor to accommodate your remote working needs.

Waterfront Loft | 1BR | Little Italy | Downtown

The local neighborhood is highly walk-able and perched along the San Diego Bay in Little Italy. Little Italy is the most vibrant neighborhood in downtown San Diego with a main street that abounds with restaurants, boutiques, craft beer, and wine bars all at your doorstep. This is a very urban location which brings a lot of urban noise. The unit sits adjacent the train and trolley line in the urban core. No parking provided, Ideal for guests without a car.

Garden Retreat in North Park.

Nestled behind a vine-covered gate in the North Park area, this serene 1BR/1BA home is the perfect retreat. Enjoy hardwood floors, a spacious eat-in kitchen, and a cozy front porch overlooking a rose-filled garden. Located on a quiet street just minutes from dining, shopping, and Balboa Park. Includes secure off-street parking and EV charging. Ideal for solo travelers or couples seeking charm, privacy, and convenience in the heart of San Diego.

Peaceful and Centralized San Diego Studio Retreat

Welcome to your peaceful oasis in the heart of San Diego! This centrally located home offers the perfect blend of convenience and tranquility, making it an ideal spot for both relaxation and exploration. Situated just moments away from major freeways, you’ll have quick and easy access to all the best San Diego has to offer—whether it’s world-class beaches, vibrant downtown, or the stunning hiking trails in the surrounding areas.

Place to Stay with Private Entrance near Beach

The room has a private entrance. It's ideally located in a residential area of Ocean Beach. 5 blocks to the beach, OB pier, and 2 blocks to village life, shops & restaurants. It has a queen bed, a small private bathroom with a shower, a fridge, TV, Wifi, microwave, etc. Guests will love the location and privacy! Beach chairs, towels, umbrellas, etc. are available for your enjoyment. Enjoy the great ocean view from the backyard.

Cozy apartment in Hillcrest

Welcome to your home away from home in vibrant Hillcrest, San Diego! This charming 1 bd 1ba unit is perfect for travelers seeking comfort and convenience. Located in one of San Diego's most walkable neighborhoods, you'll be steps away from Hilcrest's vibrant nightlife, 2 major hospitals and only a short uber drive to the heart of downtown San Diego. Perfect for traveling professionals or a weekend getaway! Parking onsite

3BR Charmer: Family-Friendly & Minutes to Beach!

Relax in our sun-filled home after a long day of discovering San Diego! Our open living space & enclosed front yard are perfect for unwinding. We are a quick 5 min drive to Ocean Beach but away from the hustle & bustle. Central location means we are only minutes to Liberty Station, Sea World, Airport, Zoo, Little Italy & the Gaslamp. Enjoy walkable restaurants, groceries, library, coffee and ice cream!

Safe Hip Quiet GARDEN STUDIO / Northpark

Come to a quiet and stylish studio to relax. Check-in contactless and enjoy! Cozy, hip and private garden studio with private entrance, private full bathroom, and private deck. The Studio house is in a large garden adjoining a craftsman-style house in the historic Northpark/ Morley Field District. Minutes away from coffee shops, breweries, Zoo, Balboa Park.

Skyline Terrace by the Sea (Pt. Loma, Ocean Beach)

This studio is bathed in natural light, with a balcony overlooking a lush backyard and a terrace overlooking the San Diego harbor and skyline. Conveniently located in Point Loma Heights, 1 mile to the beach and harbor and 3 miles to the airport and downtown!